ID: ALA4082190

Max Phase: Preclinical

Molecular Formula: C19H18N2O6S

Molecular Weight: 402.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN1C(=O)[C@@H]2CN(S(=O)(=O)c3ccc4c(c3)OCO4)C[C@@H]2c2cc(O)ccc21

Standard InChI:  InChI=1S/C19H18N2O6S/c1-20-16-4-2-11(22)6-13(16)14-8-21(9-15(14)19(20)23)28(24,25)12-3-5-17-18(7-12)27-10-26-17/h2-7,14-15,22H,8-10H2,1H3/t14-,15-/m1/s1

Standard InChI Key:  BUUNHCRJZGVUMC-HUUCEWRRSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 402.43

Molecular Weight (Monoisotopic): 402.0886

AlogP: 1.50

#Rotatable Bonds: 2

Polar Surface Area: 96.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.35

CX Basic pKa:

CX LogP: 0.95

CX LogD: 0.95

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.82

Np Likeness Score: -0.47

References

1. Bregman H, Simard JR, Andrews KL, Ayube S, Chen H, Gunaydin H, Guzman-Perez A, Hu J, Huang L, Huang X, Krolikowski PH, Lehto SG, Lewis RT, Michelsen K, Pegman P, Plant MH, Shaffer PL, Teffera Y, Yi S, Zhang M, Gingras J, DiMauro EF..  (2017)  The Discovery and Hit-to-Lead Optimization of Tricyclic Sulfonamides as Potent and Efficacious Potentiators of Glycine Receptors.,  60  (3): [PMID:28001399] [10.1021/acs.jmedchem.6b01496]

Source

Source(1):

• Scientific Literature